
Pet-friendly holiday rentals in Waldoboro
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Top-rated pet-friendly home rentals in Waldoboro
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Pet-friendly house rentals

Comfortable, Close to Town Home, with Oceanview.
Despite rain everyday, we enjoyed our stay very much. We are 3 women in our 60's and appreciated having our own rooms. We were out alot, but always felt comfortable when we returned. The home is so close to Rockland and the wonderful restaurants. We are sure if the weather was better, we would have enjoyed the water view so much more. Was skeptical about cleanliness due to the fact that animals are allowed. But to our surprise, the home was extremely clean. Would never know animals had been inside. And for those traveling with animals, there is a very nice fenced area for your pet. We traveled to Maine for a Celebration of Life for a family member. The home is located right next to a cemetery, but found that ironically comforting as our Family name was featured on one of the primary headstones. And, on the day of the Celebration, we were visited by a red cardinal sitting on the rail of the deck. It didn't linger long, long enough for each of us to see it. Would stay here again!!

Maine Waterfront Hideaway
We had such a good time! Lots of space, kid friendly, well equipped kitchen, beautiful location by the water. Host communication was great. Hope to stay again sometime!

Oak Leaf
Enjoyed our stay very much! Lovely location on the water. Some white traffic noise but worth it watching the boats and wildlife! Comfy bed. We slept very well. Well-stocked kitchen. The location is perfect for lots of little day trips. Our only disappointment was the size of the smallest room. It’s very tiny. Great for a child but pretty tight for our adult son. Host was attentive. We will be back!

Quiet and Private in Oxford Hills – Dog Friendly!
Amazing place, host was super kind and accommodated my family’s last minute booking since we were cancelled on twice that week! We are super happy we found this adorable beautiful place that ended up being better than the other places would have been anyway!

Peaceful Getaway at The Ledges
Our stay at Margaret's home was very relaxing and comfortable. Pristine bathroom, kitchen and bedding. The lake view was so much more than we anticipated. It was serene, peaceful, and breathtaking. She went out of her way to answer questions for us about the area, and we left feeling like we just gained a new friend. Jeff and Donna

Summer River Retreat with Hiking Trails
By far one of the best Airbnb’s we’ve ever stayed at. Superb location, beautiful river view in front and forest view (with trails) in back. Plenty of garden space to run around in with the kid(s). And only a 5-minute drive into quaint and charming Bath. The place itself was beautifully laid out, with so much space and comfort. Pip was always available, efficient and kind and to communicate with. Cannot recommend this place enough if you’re looking respite in nature, comfort in home, and proximity to town.

Riverside
This was my 5th time going there and I love it! The house is so cozy & very clean. The property is large and the view is breathtaking over looking the river. They are also pet friendly so we were able to take our Lhasa Apso Revy on vacation with us. Besides how great this Air BnB is, my favorite is the hosts Kent & Tish! They are wonderful people. They are kind & friendly, & have such beautiful souls. They have become family to me! I highly recommend getting this air bnb!! Thank you again Tish & Kent! Ian, Revy, & I are always happy to see you!!

Brook Ridge Retreat
Such a beautiful property! The river & waterfall are gorgeous! Would live to come back in summer to enjoy the outside. We visited in Jan for my sons wedding but would love to come back in warmer weather. The hone is so cozy and was very clean. Definitely enjoyed our stay!
Pet-friendly home rentals with a pool

Luxe Liberty: Getaway with Heated Indoor Pool!
What a wonderful experience! Rebecca was an absolutely outstanding host, always quick to respond and went above and beyond to ensure we had everything we needed. My family and I had such a peaceful stay. The home and location were incredibly tranquil, perfect for a relaxing getaway. The house and property were absolutely beautiful, and we loved sipping our morning coffee on the amazing balconies with the breathtaking views. There is so much space, and every room in the house is well thought out, functional, and cozy. The pool is even better than we hoped, so big and clean and in immaculate condition. We spent most of our time swimming and relaxing by the pool. We also enjoyed playing pool and having so many rooms to gather in with the comfort of plenty of new comfy furniture. Highly recommend for anyone looking to unwind for a vacation away from all the noise and chaos of daily life. Every single area was as described in the listing and better. Thank you for an unforgettable stay!

Lovely home with hot tub and pool
Beautiful Airbnb! Everything in the Airbnb was very well thought out. The host was super nice and always quick to respond. My only regret was not spending more time here!

The Boathouse at Spruce Harbor
My return visit to the Boathouse was even lovelier than I hoped it would be. The location can't be matched by anything else I've seen. I enjoyed a September visit with my dog and was lucky to have pristine weather. I lived a very simple and healthy outdoors life and came home the better for it. The Boathouse is true to its description: it is simple and rustic and uncomplicated but well-equipped, and is perfect for one-and-dog, or for two people. A little coming-and-going from the neighboring houses meant that I didn't feel isolated. Margaret is truly an exceptional and friendly host who communicates promptly and clearly. I almost hesitate to share "my" Boathouse location with too many of my back-home friends because it feels so intimate and special. I already want to be back there. I offer my deep thanks to Margaret and to the place that I could - briefly - call home.

Lawn Cottage - Newly Renovated 2024
Adorable cottage, newly renovated. Perfect for two with an open space loft for one more. Kitchen is well stocked right down to the coffee. A good location if visiting Fort Knox, Mt. Barrie and not too far from Bar Harbor if that is on your list. Great stay, highly recommend. Beautiful view and private.

Portland Sweet Escape
this house was perfect for a girls weekend getaway!! spacious and beautiful, still super close to all the activities in portland, but wonderfully peaceful! it was too cold to use the pool but it looks great and I would love to book this house again later in there summer to be able to use it! the beds were super comfortable and easy off street parking. thanks for a great stay!

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Angela’s place was wonderful! Very cozy, clean and comfortable, well stocked, close to downtown Portland. Snacks was a nice touch! Angela was very responsive. Hope to come back soon!

A place to be The Hidden Gem Mt Vernon, Me
The host gave us an upgrade to another tiny house in the same location that we gladly accepted. We were welcomed by fresh lilacs in the tiny home with cozy ambiance. The location is remote with a small farm stand (the honey from this stand is a must, we got the biggest jar and we have zero regrets). This is a peaceful retreat with beautiful views and hikes. I recommend this to anyone looking to escape the city.

OOB Oasis - 5BR private Retreat w/ Pool
Great house! Very spacious, plenty of bathrooms, and fantastic location. Very easy to communicate with the owners and check in/out was simple. My minor only critique is that we wish the grill were a bit bigger and nicer. We wanted to grill one day, but we were a little disappointed and unable to do so due to the grill quality. Would definitely stay again!
Private, pet-friendly home rentals

Sauna + Stay in MidCoast Maine - Cabin 3
What a wonderful spot! Gorgeous, quiet pond and relaxing wood fired sauna. Rheanna is a super responsive and helpful host. We'll be back! Just FYI - this cabin is a "three season" structure. Although it was super comfortable, it felt a little more like camping than we originally expected with some cool nights and mornings, a few insect frinds, and a short walk to the shared bathrooms and kitchen area.

Family Escape w/ Kayaks, Fire Pit, & Water Access
What a whimsical town! In the middle of nowhere So peaceful Yet, Wallace's General Store, right up the road Maybe a mile Amazing food and Sandwiches and just about everything under sun to Need So, just down the road is this Amazing Place! Three Sisters Farm Heaven Awaits Must check out

Captain's Quarters
Return Guest! Always a great time at Bobby's place. I love the layout. Host is very responsive, and accommodating. I look forward to coming back!

Cozy Bungalow in town
The space is charming and just out of the way enough to be quiet. Holly was quick and timely with messages and arrival. Place was clean and uncluttered. worth a visit.

Cozy Lakefront Cabin - Hope Floats
Spent a relaxing long weekend at the cabin. Idyllic location right on the water with plenty to do outside. We enjoyed making fires, fishing, and exploring in the canoe. Inside, the cabin was thoughtfully decorated and very comfortable. Camden is nearby for a nice dinner or a stroll and shopping downtown. Acadia is also close enough for a day trip. Checkin/checkout was very straightforward, and the host was helpful and quick to answer any questions. Hope to visit again!

Breathtaking Bay Views!
I can’t say enough about what a nicely appointed home in a beautiful setting this is. I came for peace and tranquility and it did not disappoint. I haven’t had such good sleep in over 2 years. Highly recommend and plan to return next year! Thank you all so much for sharing your lovely home.

‘Round the Bend Farm - private, modern cabin
Cabin is a rare find in New England since it was modern, pet friendly and secluded with its own hiking trail connected to a charming farm. The furniture, decor and lighting delivered an amazing glamping experience. But above that, host was sensational with local recommendations and exceeded all expectations to make our stay pleasant.

Oceanfront One Bedroom Apartment & Private Deck
Me and my pup had an amazing time at Lisa's place! She made sure we had everything we needed and had great recommendations for the area. The view of the water from the property was gorgeous, not to mention it was amazing to see an alpaca and sheep grazing throughout the day. I'd definitely stay again!
Quick stats about holiday rentals that are pet-friendly in Waldoboro
Total rentals
40 properties
Nightly prices starting at
₹6,886 before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- Popham Beach State Park
- Pemaquid Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Coastal Maine Botanical Gardens
- Samoset Resort
- Belgrade Lakes Golf Club
- Pemaquid Point Lighthouse
- Maine Maritime Museum
- Bradbury Mountain State Park
- Wolfe's Neck Woods State Park
- Eaton Mountain Ski Resort
- Pinnacle Park
- Rockland Breakwater Light
- Spragues Beach
- Sand Beach
- Hero Beach
- Lost Valley Ski Area
- Head Beach
- Pebbly Beach
- Pebble Beach
- Narrow Place Beach
- Three Island Beach
- Bear Island Beach